Tetrahydrofuran → N-[2-chloro-5-({2-[(cyclopropylcarbonyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}oxy)phenyl]-1-ethyl-3-methyl-1H-pyrazole-5-carboxamide

HRID 1874503

반응식

HRID 1874503 반응식
[CH2:1]([N:3]1[C:7]([C:8]([OH:10])=O)=[CH:6][C:5]([CH3:11])=[N:4]1)[CH3:2].O1CCCC1.S(Cl)(Cl)=O.[NH2:21][C:22]1[CH:23]=[C:24]([CH:41]=[CH:42][C:43]=1[Cl:44])[O:25][C:26]1[CH:27]=[CH:28][C:29]2[N:30]([N:32]=[C:33]([NH:35][C:36]([CH:38]3[CH2:40][CH2:39]3)=[O:37])[N:34]=2)[CH:31]=1>CN(C)C=O.CN(C)C(=O)C>[Cl:44][C:43]1[CH:42]=[CH:41][C:24]([O:25][C:26]2[CH:27]=[CH:28][C:29]3[N:30]([N:32]=[C:33]([NH:35][C:36]([CH:38]4[CH2:40][CH2:39]4)=[O:37])[N:34]=3)[CH:31]=2)=[CH:23][C:22]=1[NH:21][C:8]([C:7]1[N:3]([CH2:1][CH3:2])[N:4]=[C:5]([CH3:11])[CH:6]=1)=[O:10]

참가 물질

7

반응물 4

HCID 8028TetrahydrofuranHCID 24386Thionyl ChlorideHCID 27437941-Ethyl-3-methyl-1H-pyrazole-5-carboxylic acidHCID 57749285N-[6-(3-amino-4-chlorophenoxy)[1,2,4]triazolo[1,5-a]pyridin-2-yl]cyclopropanecarboxamide

생성물 1

HCID 57749337N-[2-chloro-5-({2-[(cyclopropylcarbonyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}oxy)phenyl]-1-ethyl-3-methyl-1H-pyrazole-5-carboxamide수율 41%

시약·촉매·용매 2

HCID 6228Dimethylformamide촉매HCID 31374Dimethylacetamide용매

실험 절차

In the same manner as in Example 55 and using 1-ethyl-3-methyl-1H-pyrazole-5-carboxylic acid (56.2 mg, 0.365 mmol), tetrahydrofuran (5 mL), thionyl chloride (63.3 μL, 0.730 mmol), N,N-dimethylformamide (2 drops), N-[6-(3-amino-4-chlorophenoxy)[1,2,4]triazolo[1,5-a]pyridin-2-yl]cyclopropanecarboxamide (114 mg, 0.332 mmol) and N,N-dimethylacetamide (6 mL) as starting materials, the title compound (65.2 mg, 41%) was obtained as a white solid.

출처 및 근거

ORD 기록
ord-3d56b9c770b34ff387bb7c1f55594ed7
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08304557B2

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